10.1007/s40089-017-0220-4

Synthesis of palladium nanoparticles with leaf extract of Chrysophyllum cainito (Star apple) and their applications as efficient catalyst for C–C coupling and reduction reactions

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  • Rakhi Majumdar1,
  • Supawan Tantayanon1,
  • Braja Gopal Bag*2,
  1. Department of Chemistry, Chulalongkorn University, Bangkok, 10330, TH
  2. Department of Chemistry and Chemical Technology, Vidyasagar University, Midnapore, West Bengal, 721102, IN
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Published in Issue 2017-10-04

How to Cite

Majumdar, R., Tantayanon, S., & Bag, B. G. (2017). Synthesis of palladium nanoparticles with leaf extract of Chrysophyllum cainito (Star apple) and their applications as efficient catalyst for C–C coupling and reduction reactions. International Nano Letters, 7(4 (December 2017). https://doi.org/10.1007/s40089-017-0220-4
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Abstract

Abstract A simple green chemical method for the one-step synthesis of palladium nanoparticles (PdNPs) has been described by reducing palladium (II) chloride with the leaf extract of Chrysophyllum cainito in aqueous medium. The synthesis of the palladium nanoparticles completed within 2–3 h at room temperature, whereas on heat treatment (70–80 °C), the synthesis of colloidal PdNPs completed almost instantly. The stabilized PdNPs have been characterized in detail by spectroscopic, electron microscopic and light scattering measurements. The synthesized PdNPs have been utilized as a green catalyst for C–C coupling reactions under aerobic and phosphine-free conditions in aqueous medium. In addition, the synthesized PdNPs have also been utilized as a catalyst for a very efficient sodium borohydride reduction of 3- and 4-nitrophenols. The synthesized PdNPs can retain their catalytic activity for several months.

Keywords

  • Palladium nanoparticles,
  • Chrysophyllum cainito,
  • Polyphenols,
  • Green catalyst,
  • C–C coupling
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References

  1. Shah et al. (2016) Nanotechnology-based approaches for guiding neural regeneration (pp. 17-26) https://doi.org/10.1021/acs.accounts.5b00345
  2. Yetisen et al. (2016) Nanotechnology in textiles (pp. 3042-3068) https://doi.org/10.1021/acsnano.5b08176
  3. Qu et al. (2013) Nanotechnology for a safe and sustainable water supply: enabling integrated water treatment and reuse (pp. 834-843) https://doi.org/10.1021/ar300029v
  4. Chng et al. (2013) Nanostructured catalysts for organic transformations (pp. 1825-1837) https://doi.org/10.1021/ar300197s
  5. Wunder et al. (2011) Catalytic activity of faceted gold nanoparticles studied by a model reaction: evidence for substrate-induced surface restructuring (pp. 908-916) https://doi.org/10.1021/cs200208a
  6. Kelly et al. (2003) The optical properties of metal nanoparticles: the influence of size, shape, and dielectric environment 107(3) (pp. 668-677) https://doi.org/10.1021/jp026731y
  7. Jain et al. (2008) Noble metals on the nanoscale: optical and photothermal properties and some applications in imaging, sensing, biology, and medicine 41(12) (pp. 1578-1586) https://doi.org/10.1021/ar7002804
  8. Murphy et al. (2005) Anisotropic metal nanoparticles: synthesis, assembly, and optical applications 109(29) (pp. 13857-13870) https://doi.org/10.1021/jp0516846
  9. Jain et al. (2007) Review of some interesting surface plasmon resonance-enhanced properties of noble metal nanoparticles and their applications to biosystems (pp. 107-118) https://doi.org/10.1007/s11468-007-9031-1
  10. Balanta et al. (2011) Pd nanoparticles for C–C coupling reactions (pp. 4973-4985) https://doi.org/10.1039/c1cs15195a
  11. Fihri et al. (2011) Nanocatalysts for Suzuki cross-coupling reactions (pp. 5181-5203) https://doi.org/10.1039/c1cs15079k
  12. Bej et al. (2016) Palladium nanoparticles in the catalysis of coupling reactions (pp. 11446-11453) https://doi.org/10.1039/C5RA26304B
  13. Calò et al. (2009) Heck reactions with palladium nanoparticles in ionic liquids: coupling of aryl chlorides with deactivated olefins (pp. 6101-6103) https://doi.org/10.1002/anie.200902337
  14. Mandali and Chand (2014) Palladium nanoparticles catalyzed Sonogashira reactions for the one-pot synthesis of symmetrical and unsymmetrical diarylacetylenes (pp. 40-44) https://doi.org/10.1016/j.catcom.2013.12.029
  15. Carsten et al. (2011) Stille polycondensation for synthesis of functional materials (pp. 1493-1528) https://doi.org/10.1021/cr100320w
  16. Calò et al. (2005) Pd nanoparticles as efficient catalysts for Suzuki and Stille coupling reactions of aryl halides in ionic liquids (pp. 6040-6044) https://doi.org/10.1021/jo050801q
  17. Liu et al. (2008) Effective Pd-nanoparticle (PdNP)-catalyzed Negishi coupling involving alkylzinc reagents at room temperature 10(13) (pp. 2661-2664) https://doi.org/10.1021/ol8007342
  18. Anastas and Kirchhoff (2002) Origins, current status, and future challenges of green chemistry (pp. 686-694) https://doi.org/10.1021/ar010065m
  19. Iravani (2011) Green synthesis of metal nanoparticles using plants (pp. 2638-2650) https://doi.org/10.1039/c1gc15386b
  20. Thakkar et al. (2010) Biological synthesis of metallic nanoparticles (pp. 257-262) https://doi.org/10.1016/j.nano.2009.07.002
  21. Huang et al. (2010) One-step, size-controlled synthesis of gold nanoparticles at room temperature using plant tannin (pp. 395-399) https://doi.org/10.1039/B918176H
  22. Majumdar et al. (2013) Acacia nilotica (Babool) leaf extract mediated size-controlled rapid synthesis of gold nanoparticles and study of its catalytic activity https://doi.org/10.1186/2228-5326-3-53
  23. Verma (2014) Journey on greener pathways: from the use of alternate energy inputs and benign reaction media to sustainable applications of nano-catalysts in synthesis and environmental remediation (pp. 2027-2041) https://doi.org/10.1039/c3gc42640h
  24. Wu et al. (2011) Polyphenol-grafted collagen fiber as reductant and stabilizer for one-step synthesis of size-controlled gold nanoparticles and their catalytic application to 4-nitrophenol reduction (pp. 651-658) https://doi.org/10.1039/c0gc00843e
  25. Nadagouda and Varma (2008) Green synthesis of silver and palladium nanoparticles at room temperature using coffee and tea extract (pp. 859-862) https://doi.org/10.1039/b804703k
  26. Yamamoto et al. (2014) Facile preparation of Pd nanoparticles supported on single-layer graphene oxide and application for the Suzuki–Miyaura cross-coupling reaction (pp. 6501-6505) https://doi.org/10.1039/C4NR00715H
  27. Hussain et al. (2015) A green approach for the decoration of Pd nanoparticles on graphene nanosheets: an in situ process for the reduction of C–C double bonds and a reusable catalyst for the Suzuki cross-coupling reaction (pp. 6631-6641) https://doi.org/10.1039/C5NJ01221J
  28. Hariprasad and Radhakrishnan (2012) Palladium nanoparticle-embedded polymer thin film “dip catalyst” for Suzuki–Miyaura reaction (pp. 1179-1186) https://doi.org/10.1021/cs300158g
  29. Ngnie et al. (2016) Dalton Trans (pp. 9065-9072)
  30. Veisi et al. (2015) Green synthesis of palladium nanoparticles using Pistacia atlantica kurdica gum and their catalytic performance in Mizoroki–Heck and Suzuki–Miyaura coupling reactions in aqueous solutions (pp. 517-523) https://doi.org/10.1002/aoc.3325
  31. Majumdar et al. (2016) A novel trihybrid material based on renewables: an efficient recyclable heterogeneous catalyst for C–C coupling and reduction reactions https://doi.org/10.1002/asia.201600773
  32. Bernini et al. (2010) Perfluoro-tagged, phosphine-free palladium nanoparticles supported on silica gel: application to alkynylation of aryl halides, Suzuki–Miyaura cross-coupling, and Heck reactions under aerobic conditions (pp. 150-158) https://doi.org/10.1039/B915465E
  33. Shailajan and Gurjar (2014) Pharmacognostic and phytochemical evaluation of Chrysophyllum cainito Linn. leaves 26(1) (pp. 106-111)
  34. Meira et al. (2014) Anti-inflammatory and anti-hypersensitive effects of the crude extract, fractions and triterpenes obtained from Chrysophyllum cainito leaves in mice (pp. 975-983) https://doi.org/10.1016/j.jep.2013.12.014
  35. Xiong et al. (2007) Synthesis of palladium icosahedra with twinned structure by blocking oxidative etching with citric acid or citrate ions (pp. 790-794) https://doi.org/10.1002/anie.200604032
  36. Demir et al. (2004) Palladium nanoparticles by electrospinning from poly(acrylonitrile-co-acrylic acid)-PdCl2 solutions. Relation between preparation conditions, particle size and catalytic activity (pp. 1787-1792) https://doi.org/10.1021/ma035163x